Arbutin - Moligand™, ≥98% , CAS No.497-76-7

CAS: 497-76-7 Cat. No.: A106856 Formula: C12H16O7 Molecular Weight: 272.25 Beilstein Registry Number: 89673 EC Number: 207-850-3
AVAILABLE TO ORDER
GRADE & PURITY Moligand™ ? Moligand™ — Aladdin's line of ligands and bioactive small molecules. Use for receptor, pathway, and binding studies needing defined small-molecule tools. ≥98%
Synonyms
NCGC00095599-01 | SpecPlus_000314 | CHEBI:18305 | NCGC00166076-09 | (2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-(4-hydroxyphenoxy)tetrahydropyran-3,4,5-triol | Arbutin - Uva - p-Arbutin | BSPBio_002706 | Prestwick3_001026 | SMP1_000028 | KS-5252 | MLS002207046 |
Storage
Store at 2-8°C,Argon charged
Shipped In
Wet ice
★
Size
Germany (EU)
USA*
Price
Qty
1g
A106856-1g
—
5 In stock
€8.59
5g
A106856-5g
—
4 In stock
€12.06
25g
A106856-25g
—
4 In stock
€16.40
100g
A106856-100g
—
4 In stock
€43.30
500g
A106856-500g
Made to order · 8–12 wks
€138.75
Enter a quantity for the sizes you want to add.
🧪
Why this grade

Moligand™, ≥98% Moligand™ for sensitive chromatographic and analytical workflows requiring minimal baseline interference.

🌡

Storage & shipping

Store at 2-8°C,Argon charged Ships Wet ice Check lot-specific COA for exact specifications.

📋

Quality documents

SDS, COA, datasheet, and spec sheet available for download. Lot-specific COA accessible via lot number lookup.

📚

Literature proof

Cited in 30 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.

Overview

An inhibitor to identify, differentiate and characterize tyrosinase(s).

Specifications

Synonyms
NCGC00095599-01 | SpecPlus_000314 | CHEBI:18305 | NCGC00166076-09 | (2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-(4-hydroxyphenoxy)tetrahydropyran-3,4,5-triol | Arbutin - Uva - p-Arbutin | BSPBio_002706 | Prestwick3_001026 | SMP1_000028 | KS-5252 | MLS002207046 |
Specifications & Purity
Moligand™, ≥98%
Storage
Store at 2-8°C,Argon charged
Shipped In
Wet ice
This product requires cold chain shipping. Ground and other economy services are not available.
Grade
Moligand™
Action Type
INHIBITOR
Purity
≥98%
Product Properties
ALogP
-0.7
Names and Identifiers
Pubchem Sid
Pubchem Sid Url
https://pubchem.ncbi.nlm.nih.gov/substance/488189769
Canonical Smiles
C1=CC(=CC=C1O)OC2C(C(C(C(O2)CO)O)O)O
IUPAC Name
(2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-(4-hydroxyphenoxy)oxane-3,4,5-triol
InChIKey
BJRNKVDFDLYUGJ-RMPHRYRLSA-N
INCHI
1S/C12H16O7/c13-5-8-9(15)10(16)11(17)12(19-8)18-7-3-1-6(14)2-4-7/h1-4,8-17H,5H2/t8-,9-,10+,11-,12-/m1/s1
Isomeric SMILES
C1=CC(=CC=C1O)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O
WGK Germany
3
Molecular Weight
272.25
Beilstein
89673
Reaxy-Rn
22933063
Reaxys-RN_link_address
https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=22933063&ln=

Documentation

📋 Safety Data Sheet (SDS)

Comprehensive hazard, handling, storage, and regulatory compliance document.

Download SDS →

✅ Certificate of Analysis (COA)

Lot-specific quality data. Enter your lot number to retrieve the exact COA.

Look up COA →

📊 Datasheet

Quick-reference summary of product specifications and applications.

View datasheet →

🔬 Specification Sheet

Full quality attributes and acceptance criteria for this grade.

View spec sheet →

Advanced Data

Taxonomic Classification

Taxonomy Tree

KingdomOrganic compounds
SuperclassOrganic oxygen compounds
ClassOrganooxygen compounds
SubclassCarbohydrates and carbohydrate conjugates
Intermediate Tree Nodes Glycosyl compounds
Direct ParentPhenolic glycosides
Alternative Parents Hexoses  O-glycosyl compounds  4-alkoxyphenols  Phenoxy compounds  Phenol ethers  1-hydroxy-2-unsubstituted benzenoids  Oxanes  Secondary alcohols  Polyols  Oxacyclic compounds  Acetals  Primary alcohols  Hydrocarbon derivatives  
Molecular FrameworkAromatic heteromonocyclic compounds
Substituents Phenolic glycoside - Hexose monosaccharide - O-glycosyl compound - 4-alkoxyphenol - Phenoxy compound - Phenol ether - 1-hydroxy-2-unsubstituted benzenoid - Phenol - Monocyclic benzene moiety - Monosaccharide - Benzenoid - Oxane - Secondary alcohol - Acetal - Oxacycle - Organoheterocyclic compound - Polyol - Alcohol - Primary alcohol - Hydrocarbon derivative - Aromatic heteromonocyclic compound
DescriptionThis compound belongs to the class of organic compounds known as phenolic glycosides. These are organic compounds containing a phenolic structure attached to a glycosyl moiety. Some examples of phenolic structures include lignans, and flavonoids. Among the sugar units found in natural glycosides are D-glucose, L-Fructose, and L rhamnose.
External Descriptors beta-D-glucoside - monosaccharide derivative
3D Structure
Interactive Chemical Structure Model





Associated Targets(Human)
TYR Tclin Tyrosinase (717 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
ACHE Tclin Acetylcholinesterase (18204 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
PTGS2 Tclin Cyclooxygenase-2 (13999 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Homo sapiens (32628 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Hs68 (138 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HaCaT (4069 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HMV-2 cell line (109 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
SMAD3 Tchem Mothers against decapentaplegic homolog 3 (68039 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
SLCO1B1 Tchem Solute carrier organic anion transporter family member 1B1 (2672 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
SLCO1B3 Tchem Solute carrier organic anion transporter family member 1B3 (2517 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
IDH1 Tclin Isocitrate dehydrogenase [NADP] cytoplasmic (40980 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
TAS2R16 Tchem Taste receptor type 2 member 16 (102 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Associated Targets(non-human)
Hdac6 Histone deacetylase 6 (222 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Pseudomonas aeruginosa (123386 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Escherichia coli (133304 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Bacillus subtilis (32866 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Trichomonas vaginalis (2376 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Mus musculus (284745 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
B16 (5829 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
P388 (20296 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
B16-F10 (4610 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
rep Replicase polyprotein 1ab (378 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
BCHE Cholinesterase (8742 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Trichophyton mentagrophytes (4846 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
B16-F1 (104 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Melan-a (81 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Mechanisms of Action
Certificates(CoA,COO,BSE/TSE and Analysis Chart)
C of A & Other Certificates(BSE/TSE, COO):
Analytical Chart:

Find and download the COA for your product by matching the lot number on the packaging.

34 results found

Lot NumberCertificate TypeDateItem
A2609125Certificate of AnalysisJan 04, 2026 A106856
A2609128Certificate of AnalysisJan 04, 2026 A106856
A2609129Certificate of AnalysisJan 04, 2026 A106856
A2609155Certificate of AnalysisJan 04, 2026 A106856
A2609156Certificate of AnalysisJan 04, 2026 A106856
L2101008Certificate of AnalysisSep 09, 2025 A106856
I2501170Certificate of AnalysisAug 18, 2025 A106856
I2501169Certificate of AnalysisAug 18, 2025 A106856
I2501168Certificate of AnalysisAug 18, 2025 A106856
I2501167Certificate of AnalysisAug 18, 2025 A106856
I2501166Certificate of AnalysisAug 18, 2025 A106856
A2604242Certificate of AnalysisAug 18, 2025 A106856
F2525095Certificate of AnalysisJul 04, 2025 A106856
F2525098Certificate of AnalysisJul 04, 2025 A106856
G2504637Certificate of AnalysisJul 04, 2025 A106856
F2525097Certificate of AnalysisJul 04, 2025 A106856
G2408380Certificate of AnalysisJun 22, 2024 A106856
G2408388Certificate of AnalysisJun 22, 2024 A106856
G2408389Certificate of AnalysisJun 22, 2024 A106856
G2408390Certificate of AnalysisJun 22, 2024 A106856
B2324413Certificate of AnalysisMar 06, 2023 A106856
B2324085Certificate of AnalysisMar 02, 2023 A106856
L2208327Certificate of AnalysisOct 28, 2022 A106856
L2208318Certificate of AnalysisOct 28, 2022 A106856
L2208312Certificate of AnalysisOct 28, 2022 A106856
B2324409Certificate of AnalysisOct 28, 2022 A106856
I1821007Certificate of AnalysisJul 20, 2022 A106856
C2219096Certificate of AnalysisFeb 26, 2022 A106856
B2324412Certificate of AnalysisFeb 26, 2022 A106856
C2219078Certificate of AnalysisFeb 26, 2022 A106856
D2401023Certificate of AnalysisFeb 26, 2022 A106856
I2301209Certificate of AnalysisFeb 26, 2022 A106856
C2219103Certificate of AnalysisFeb 26, 2022 A106856
C2219112Certificate of AnalysisFeb 26, 2022 A106856
Chemical and Physical Properties
SolubilitySoluble in water (50 mg/ml), methanol and dimethyl sulfoxide.
SensitivityAir & Moisture Sensitive
Specific Rotation[α]-65.5 ° (C=4, H2O)
Melt Point(°C)198°C
Molecular Weight272.250 g/mol
XLogP3-0.700
Hydrogen Bond Donor Count5
Hydrogen Bond Acceptor Count7
Rotatable Bond Count3
Exact Mass272.09 Da
Monoisotopic Mass272.09 Da
Topological Polar Surface Area120.000 Ų
Heavy Atom Count19
Formal Charge0
Complexity279.000
Isotope Atom Count0
Defined Atom Stereocenter Count5
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
The total count of all stereochemical bonds0
Covalently-Bonded Unit Count1
Documents & Articles
Tyrosinase: a key regulatory enzyme in melanin synthesis and its biological and applied significance
The "Six Key Checkpoints" of Skin Lightening
Mechanistic Analysis of Topical Glutathione in Skincare: Cellular Redox Regulation, Skin Delivery Challenges, and SLN-Based Delivery Strategies
Mechanism of Kojic Acid in Reducing Hyperpigmentation: From Tyrosinase Inhibition to Melanin Production Regulation
Analysis of Hydrolyzed Pearl as a Cosmetic Raw Material: Preparation Process, Active Components, and Skincare Formulation Applications
The Dual-Targeted Skin-Brightening Mechanism of 4-MSK: Inhibiting Melanin Production and Reducing Epidermal Pigment Retention
Phenylethyl Resorcinol (377): Structural Characteristics, Melanogenesis-Regulating Mechanisms, and Related Applications in Formulation Research
Mechanism of Action of Tranexamic Acid in Pigmentation Care: From the Plasmin System to Regulation of Inflammation-Driven Pro-Melanogenic Signaling
Reactions and Applications of 3,3-Difluoroallyl Sulfonium Salts (DFASs): Small-Molecule gem-Difluoroallylation, Selective Peptide Modification, and Subsequent Functionalization
How Arbutin Regulates Melanin Production: α/β Anomeric Configuration and Tyrosinase Action
Glycosidic Bond Structure and Cleavage Mechanisms—Chemical and Enzymatic Cleavage of O-, N-, S-, and C-Glycosides
Citations of This Product
Solution Calculators
Reviews

Customer Reviews

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